Honorable Mentions: Steve Young, Los Angeles Express (USFL)
Contract: 10 years, $40 million
Sort of. One of the most confusing contracts in the history of sports, Young signed a deal with the L.A. Express that paid him $40 million over 43 years. The way the Express did that was to set up his 10-year, $40 million deal as an annuity that would stretch out over 43 years, starting at $200,000 in 1990 and going up to over $3 million by 2027. Therefore, the bad contract wasn’t inked by the Express, who would no longer exist a mere two years after the contract was signed. The loser in this deal was whatever investment organization agreed to take on the annuity (they will supposedly continue paying Young over $1 million a year until 2027). Or will they? An L.A. Times article from 1985 says that Young bought out the annuity for $1.4 million, but a 2006 ESPN article says that he’s still being paid. So what’s the truth? Only Steve Young and his accountant are aware of that. —Johnny Goodtimes (AP Photo/Paul Sakuma)
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